Abstract
The effect of the structure of alcohols on their reaction with ethyl 2-diazo-3-oxobutanoate catalyzed by copper(II) trifluoromethanesulfonate has been studied. The corresponding ethyl 2-alkoxy-3-oxobutanoates were obtained in quantitative yield from primary alcohols. Introduction of a 1,3-dioxolane or 1,3-dioxane fragment into the alcohol molecule changes the reaction direction toward the formation of polyoxa macrocycles that are products of formal insertion of the diazo ester into the carbon–oxygen bond.
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Dedicated to Full Member of the Russian Academy of Sciences
I.P. Beletskaya on her jubilee
Original Russian Text © G.N. Sakhabutdinova, I.P. Baikova, G.Z. Raskil’dina, S.S. Zlotskii, R.M. Sultanova, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 3, pp. 369–372.
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Sakhabutdinova, G.N., Baikova, I.P., Raskil’dina, G.Z. et al. Catalytic Reaction of Ethyl 2-Diazo-3-oxobutanoate with Alcohols. Russ J Org Chem 54, 373–376 (2018). https://doi.org/10.1134/S1070428018030016
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DOI: https://doi.org/10.1134/S1070428018030016